Wool-dye.



rarer-r PETER HAUPTMANN, OF LEVERKUSEN, NEAR COLOGNE, GERMANY, ASSIQGNUR T0 SYNTHETIC PATENTS 00., INQ, OF NEW YORK, N. 321, A CORPORATION 0F NEW ,YoRK.

WOOL-DYE. I 1,199,890, Specification of Letters Eatent'. Paton-bed @agt, 3, 191%,

No Drawing. Application filed January so, 1915, Serial No. 3,268. Renewed s; is, 191a. serial To all whom it may concern:

Be it known that 1, PETER HAUPTMANN, doctor of philosophy, chemist, citizen of the German Empire, residing at Leverkusen, near Cologne, Germany, have invented new and useful Improvements in Wool-Dye, of which the following is a-specification.

I I have found that new and valuable azo dyestufiscan be obtained by coupling with .2120 dyestuff components the diazo compounds of 'phenylenediamins of the following general formula:

R standing for' an organic radical, e. g. cine, cas can-cap,

' R foran acidyl radical e. g.

' and R for an arylen radical, especially of the-benzene series, 6. g.

i v v CH3 on, 'Cs H4,.-C5E3- --.C5Hg

Asazo dyestnfi components can be used, pyrazolone sulfonic acids, methyl-ketolesulionic acid, alphaand beta-naphthol sulfonic acids, acidyl-periaminonaphthol sul I ionic acids, etc. 7

ric acid, the above defined-bases and aro m'atic amino compounds being. obtained,

fully the following example is given, the

In order to illustrate the new process more parts being by weigh t:-23 parts of ethylbenzoyltoluylenediamm are dissolved in 250 parts of water and 20 sodium nitrate (109 per cent.) at 8 C. .The'

parts of hydrochloric acid (195 B.) and the amino base is diazotized with 5 parts of diazc compound thus obtained isthen slowly dnced into solution 01'? 2'21v parts or p acid in 269 parts of water containing 20 parts of calcined sodium carbonate. The crystalline dye is fii- .tered 01? and dried. It is in the shape of the sodium salta reddish-brown powder soluble in water with a bluish-red coloration. It

dyes wool bright scarlet-red shades. In a free state it has most probably the forrfiula:

Gila OE O2H5\\N K N=N. CsHs--CO I I /v' $03K Upon treatment with stannous chlorid and hydrochloric acid ethylbenzoyltoluylenediamin and Q-amino-lmaphthol L-sulionic acid are obtained.

Other of the above bases may be used, such as the following alkylacidyl aminoarylamins, ethylor methylbenzoyl-para-phenylenediamin, ethylbenzoyl Xylylenediarnin, me'thylbenzoyltoluylenedianiin, ethyl-ortho chlorobenzoyl para phenylenediamin or phenylbenzbyl-pardphenylenedliamin, etc.

Other azo dyestuff components can be used,

c. g. 2 phenylamino 8 nziphthol-G-sulfonic acid, 1-benzoylamino-8-naphthol- L6-disulionic acid, 1 naphthol 3 sulfonic acid,

phenylniethylpyrazolone sulfonic acid, etc.

'o a1m:--

1. The herein described azo dyestuffs being' obtainable from diazocompounds of arylenediamins and 2.20 dyestulf components, which are after bein dried dark powders-soluble in Water; yielding upon treatment with stannous chlorid and hydrochloric acid aromatic amino compounds and arylenediamin one of the amino groups of which is disubstituted by an acidyl radical and an organic radical respectively; and dyeing wool from acid baths from yellow to bluish-red to brown shades fast to fulling, substantially as described.

2. The herein described azo dyestufis being obtainable from diazo compounds of arylenediamins of the benzene series and azo dyestufi components, which are after being dried dark powders soluble in Water; yielding upon treatment with stannous chlorid and hydrochloric acid aromatic amino compounds and arylenediamins or the henzene series one of the amino groups of which is disubstituted by an acidyl radical and an organic radical respectively; and dyeing wool'from acid baths from yellow to bluishred to brown shades fast to fulling, substantially as described.

3'. The herein described azo dyestufis being obtainable from diazo compounds of arylenediamins of the benzene series and azo dyestufi components, which are after being dried dark powders soluble in water; yielding upon treatment with stannous chlorid and hydrochloric acid aromatic amino sulwith stannous chlorid and hydrochloric acid aromatic amino compounds and toluylenediamins which are acidylamido compounds and dyeing wool from acid baths shades fast to fulling, substantially as described.

5. The herein described azo dyestuffs obtainable from diazo compounds of toluyl-b enediamins and azo dyestufl components, which are after being dried dark powders soluble in water; yielding upon treatment with stannous chlorid and hydrochloric acid aminonaphthol sulfonic acids and toluyl: enediamins. which are acidylamido compounds; and dyeing wool from acid baths witnesses.

generally reddish shades fast to fulling, sub stantially as described.

6. The herein described azo dyestufi's obtainable from diazo. compounds of arylenediamins and aromatic sulfonic acids which are after being dried dark powders soluble in water; yielding upon treatment with stannous chlorid and hydrochloric acid alkylacidylamidoarylamins and aromatic aminosulfonic acids; and dyemg wool from acid baths shades fast to fulling, substantially as described.

7. The herein described azo dyestuil' having in a free state most probably the formula cam-co O which is after being driedand pulverized a reddish-brown powder soluble in water; yielding upon treatment with stannous chlorid and hydrochloric acid ethylbenzoyltoluylenediamin and .Q-aminoTI-naphthoI- lsulfonic acid; and dyeing wool from acid baths bright scarlet-redshades fast to fulling, substantially as described.

In testimony whereof I have hereunto set my hand in the presence of two subscribing PETER HAUPTMANN. [13.8.]

Witnesses HELEN NUFER, ALBERT NUFER.

Gugitcn of this patent may be obtained for five cents each, by addressing the "Commissioner of Patents.

, Washington, D. G. 

